Scammonin 1

Details

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Internal ID c5ba98a4-b82d-4c92-ab28-91e644c769aa
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name [(1S,3R,4S,5S,6R,8S,10R,11S,12S,13R,15R,29R,30S,31S,33R)-30-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-4,5,11,12-tetrahydroxy-6-(hydroxymethyl)-13,31-dimethyl-27-oxo-17-pentyl-2,7,9,14,16,28,32-heptaoxatetracyclo[27.3.1.03,8.010,15]tritriacontan-33-yl] 2-methylbutanoate
SMILES (Canonical) CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC(=O)C(C)CC)OC3C(C(C(OC3OC4C(C(C(OC4O1)C)O)O)CO)O)O)C)OC5C(C(C(C(O5)C)OC(=O)C(=CC)C)O)O
SMILES (Isomeric) CCCCCC1CCCCCCCCCC(=O)O[C@@H]2[C@H]([C@@H](O[C@H]([C@@H]2OC(=O)C(C)CC)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@@H]4[C@H]([C@@H]([C@H](O[C@H]4O1)C)O)O)CO)O)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C)OC(=O)/C(=C/C)/C)O)O
InChI InChI=1S/C50H84O21/c1-9-12-18-21-30-22-19-16-14-13-15-17-20-23-32(52)66-43-40(69-47-38(58)37(57)39(28(7)62-47)67-45(59)25(4)10-2)29(8)63-50(44(43)68-46(60)26(5)11-3)71-42-36(56)34(54)31(24-51)65-49(42)70-41-35(55)33(53)27(6)61-48(41)64-30/h10,26-31,33-44,47-51,53-58H,9,11-24H2,1-8H3/b25-10+/t26?,27-,28-,29+,30?,31-,33-,34-,35+,36+,37-,38-,39-,40+,41-,42-,43-,44-,47+,48+,49+,50+/m1/s1
InChI Key DGRGOOVTCYVEDQ-KZZWALMPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H84O21
Molecular Weight 1021.20 g/mol
Exact Mass 1020.55050968 g/mol
Topological Polar Surface Area (TPSA) 294.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 12

Synonyms

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CHEMBL390760

2D Structure

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2D Structure of Scammonin 1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5794 57.94%
Caco-2 - 0.8668 86.68%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8424 84.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8022 80.22%
OATP1B3 inhibitior + 0.8363 83.63%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9661 96.61%
P-glycoprotein inhibitior + 0.7333 73.33%
P-glycoprotein substrate + 0.6857 68.57%
CYP3A4 substrate + 0.7066 70.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8971 89.71%
CYP3A4 inhibition - 0.6416 64.16%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.8023 80.23%
CYP2D6 inhibition - 0.9126 91.26%
CYP1A2 inhibition - 0.8312 83.12%
CYP2C8 inhibition + 0.6421 64.21%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7253 72.53%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9043 90.43%
Skin irritation - 0.6597 65.97%
Skin corrosion - 0.9578 95.78%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7172 71.72%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.9160 91.60%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8979 89.79%
Acute Oral Toxicity (c) III 0.6118 61.18%
Estrogen receptor binding + 0.8419 84.19%
Androgen receptor binding + 0.5799 57.99%
Thyroid receptor binding - 0.4877 48.77%
Glucocorticoid receptor binding + 0.7176 71.76%
Aromatase binding + 0.6052 60.52%
PPAR gamma + 0.7684 76.84%
Honey bee toxicity - 0.7268 72.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5348 53.48%
Fish aquatic toxicity + 0.9763 97.63%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 99.11% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.52% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.97% 97.25%
CHEMBL4072 P07858 Cathepsin B 93.84% 93.67%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.74% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 93.01% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.62% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.33% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 92.12% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.63% 96.47%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.40% 95.64%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.38% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 89.37% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 88.47% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 88.19% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.93% 94.33%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.81% 97.47%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 87.34% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 87.15% 94.73%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.83% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.65% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.24% 96.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.65% 93.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.41% 83.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.40% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.33% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.96% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.52% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.42% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.37% 100.00%
CHEMBL2514 O95665 Neurotensin receptor 2 83.37% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.22% 97.09%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.66% 96.90%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.57% 90.71%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 82.12% 96.37%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.09% 92.88%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.67% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.46% 89.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Ipomoea orizabensis

Cross-Links

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PubChem 44421680
LOTUS LTS0228172
wikiData Q104979182